US20050026780A1 - Manufacture and use of agricultural spray adjuvants for hard water conditions - Google Patents

Manufacture and use of agricultural spray adjuvants for hard water conditions Download PDF

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US20050026780A1
US20050026780A1 US10/853,781 US85378104A US2005026780A1 US 20050026780 A1 US20050026780 A1 US 20050026780A1 US 85378104 A US85378104 A US 85378104A US 2005026780 A1 US2005026780 A1 US 2005026780A1
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composition
acid
herbicide
salts
acetic acid
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Scott Parrish
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AgQuam LLC
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Parrish Scott K.
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Assigned to AgQuam LLC reassignment AgQuam LLC ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: PARRISH, SCOTT
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Assigned to AGQUAM R&D, LLC reassignment AGQUAM R&D, LLC CORRECTIVE ASSIGNMENT TO CORRECT THE CORRECT ASSIGNEE NAME PREVIOUSLY RECORDED AT REEL: 041556 FRAME: 0870. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Assignors: PARRISH, SCOTT
Priority to US16/796,638 priority patent/US20200187495A1/en
Priority to US17/064,904 priority patent/US11395484B2/en
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
    • A01N25/10—Macromolecular compounds
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions

Definitions

  • the polymer in the formulation acts as a slow release mechanism for the acid. Polymeric forces on the mineral acid give the grower a practical mechanism for using mineral acid to counteract hard water cations.
  • the adjuvant when mixed in a agricultural spray solution would act to tie up the hard water cations thus protecting any anionic pesticides, defoliants or plant growth regulators from reacting with the hard water cations such as Ca++, Mg++, Fe++ and becoming less effective as an agricultural chemicals.
  • the spray adjuvant would act to increase the apparent efficacy of the active ingredient being applied.
  • any potential spray solution which could be contemplated would have to stay above a pH of which is higher that the pKa of most anionic pesticides. Differing mixtures of several examples where made up. Table 1, Table 2, Table 3. It was thought that this would be a more efficient method to condition the spray waters than current practice of using Ammonium Sulfate (AMS). However, the mixture would have to remain stable, not drop the pH below the pKa of anionic pesticides and work as well as or better than AMS. The efficiency would be gained by replacing large bags of dry AMS (17.5 lbs/100 gallons spray solution) or large volumes (5 gallon/100 gallons spray solution) of liquid AMS with 1 quart to 1 gallon per 100 gallons of spray solution with this kind of product. Also this liquid product would go into solution much faster than the current AMS goes into solution adding even more efficiency.
  • AMS Ammonium Sulfate
  • cationic macro molecules would make a stable mix with sulfuric acid.
  • cationic surfactant would act as a system that would deliver enough free acid to tie up hard water cations. While at the same time maintain the pH of the spray water above the pKa of the active ingredient being sprayed thus increasing the efficacy of the pesticide.

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention pertains to a method for manufacture and use of pesticides or agricultural spray adjuvants that counteracts the effects of hard water cat ions on anionic pesticides when applied in water spray solutions.

Description

    SUMMARY OF THE INVENTION
  • A mixture of strong mineral acids which would completely dissociate in water, including but not limited too; nitric acid, hydrochloric acid, sulfuric acid, perchloric acid, and a polymer, preferred would be cationic, that is formulated as an agricultural spray adjuvant. The polymer in the formulation acts as a slow release mechanism for the acid. Polymeric forces on the mineral acid give the grower a practical mechanism for using mineral acid to counteract hard water cations. The adjuvant when mixed in a agricultural spray solution would act to tie up the hard water cations thus protecting any anionic pesticides, defoliants or plant growth regulators from reacting with the hard water cations such as Ca++, Mg++, Fe++ and becoming less effective as an agricultural chemicals. Thus the spray adjuvant would act to increase the apparent efficacy of the active ingredient being applied.
    • DETAILED DESCRIPTION OF THE INVENTION
  • Strong mineral acids were added to polymers in an attempt to deliver a controlled amount of acid into a spray solution. The acid would act as a “hard water cation scavenger”. The mixture would be an agronomic spray “hard water scavenger system”. In the preferred example sulfuric acid was added to tallow amine. Heat was given off indicating some reaction. However, pH measurements of spray mixtures taken before and after the addition of the “hard water scavenger system” shows that free acid still existed.
  • Knowing that any potential spray solution which could be contemplated would have to stay above a pH of which is higher that the pKa of most anionic pesticides. Differing mixtures of several examples where made up. Table 1, Table 2, Table 3. It was thought that this would be a more efficient method to condition the spray waters than current practice of using Ammonium Sulfate (AMS). However, the mixture would have to remain stable, not drop the pH below the pKa of anionic pesticides and work as well as or better than AMS. The efficiency would be gained by replacing large bags of dry AMS (17.5 lbs/100 gallons spray solution) or large volumes (5 gallon/100 gallons spray solution) of liquid AMS with 1 quart to 1 gallon per 100 gallons of spray solution with this kind of product. Also this liquid product would go into solution much faster than the current AMS goes into solution adding even more efficiency.
  • It was discovered that cationic macro molecules would make a stable mix with sulfuric acid. Also, cationic surfactant would act as a system that would deliver enough free acid to tie up hard water cations. While at the same time maintain the pH of the spray water above the pKa of the active ingredient being sprayed thus increasing the efficacy of the pesticide.
  • It was surprising to discover that these mixtures increased or maintained the efficacy of anionic pesticides under hard water conditions much better than the current practice of adding Ammonium Sulfate (FIG. 1 and FIG. 2).
    TABLE 1
    Example 1
    Formula 21-1
    Water 65.9%/wt
    Tallow Am 3780 30.0
    SAG 10 0.1
    93% Sulfuric 4.0
  • TABLE 2
    Example 2
    Formula 21-2
    Water 45.9%/wt
    Tallow Am 3780 50.0
    SAG10 0.1
    93% Sulfuric 4.0
  • TABLE 3
    Example 3
    INGREDIENT %/WT
    Diethylene Glycol 17.80
    NP-10 50.00
    AU391 30.00
    93% Sulfuric Acid 2.00
    SAG 10 [ 0.20

Claims (68)

1. A composition comprising of: (a) mineral or organic acids with the ability to react or associate with divalent and trivalent cat ions (hard water ions) to form salts and associations. (b) Cat ionic surfactant or cat ionic poly-molecules including poly amine surfactants combined with water soluble agricultural chemicals in an agricultural spray solution.
2. The composition as claimed in claim 1, wherein said acid has the ability to completely or nearly completely dissociate in water and react with cat ions.
3. The composition as claimed in claim 1, wherein said acid is sulfuric acid.
4. The composition as claimed in claim 1, wherein said acid is Sodium Bisulfate
5. The composition as claimed in claim 1, wherein said acid is perchloric acid.
6. The composition as claimed in claim 1, wherein said acid is hydrobromic acid.
7. The composition as claimed in claim 1, wherein said acid is hydroiodic acid.
8. The composition as claimed in claim 1, wherein acid is hydrochloric acid.
9. The composition as claimed in claim 1, wherein said acid is muriatic acid.
10. The composition as claimed in claim 1, wherein said acid is nitric acid.
11. The composition as claimed in claim 1, wherein said amine-containing poly molecule is a fatty amine alkoxylate
12. The composition as claimed in claim 1, wherein said amine ethoxyolates
13. The composition as claimed in claim 1, wherein said fatty amine alkoxylate is tallowamine ethoxylate.
14. The composition as claimed in claim 1, wherein said fatty amine alkoxylate is cocoamine ethoxylate.
15. The composition as claimed in claim 1, wherein said agricultural chemicals are anionic herbicides, fungicides, miticides, insecticides and plant growth regulators.
16. The composition as claimed in claim 1, wherein said agricultural chemicals are natural acidic herbicides, fungicides, miticides, insecticides and plant growth regulators.
17. The composition as claimed in claim 15, wherein said herbicide is a chlorinated carboxylic acid herbicide.
18. The composition as claimed in claim 15, wherein said herbicide is glyphosate or a salt thereof.
19. The composition as claimed in claim 15, wherein said herbicide is glufosinate or a salt thereof.
20. The composition as claimed in claim 15, wherein said synthetic auxin is chloramben or dicamba or salts thereof.
21. The composition as claimed in claim 15, wherein said herbicide is a synthetic auxin is a phenoxy carboxylic acid, 2,4-dichlorophenoxy acetic acid, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop, or mecoprop-P or salts thereof.
22. The composition as claimed in claim 15, wherein said herbicide is a synthetic auxin is 2,4-dichlorophenoxy acetic acid, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop or mecoprop-P or salts thereof.
23. The composition as claimed in claim 15, wherein said herbicide is a synthetic auxin is a pyridine carboxylic acid, clopyralid, fluroxypyr, picloram or triclopyr or salts thereof.
24. The composition as claimed in claim 15, wherein said herbicide is a synthetic auxin is a quinoline carboxylic acid, quiclorac or quinmerac or salts thereof.
25 The composition as claimed in claim 15, wherein said heribicide is bentazon or salts thereof.
26. The composition as claimed in claim 15, wherein said herbicide is a benzonitrile is bromoxynil, ioxynil or salts thereof.
27. The composition as claimed in claim 15, wherein said herbicide is a imidazolinone is imazamethabenz, imazapyr, imazaquin, imazethapyr, or salts thereof.
28. The composition as claimed in claim 15, wherein said herbicide is a PPO inhibitor fluoroglycofen, fomesafen or salts thereof.
29. The composition as claimed in claim 15, wherein said herbicide is a cyclohexanedione is sethoxydim, clethodim, or salts thereof.
30. The composition as claimed in claim 16, wherein said insecticides is a orgaonophosphate is malathion, parathion, guthion, lannate and phosmet.
31. The composition as claimed in claim 16, wherein said insecticides is chloropyrifos. Dicofol and dimethoate.
32. The composition as claimed in claim 16, wherein said fungicide is captan and carzole.
33. The composition as claimed in claim 16, wherein said plant growth regulators is ethephon and Prohexadione calcium.
34. The composition as claimed in claim 16, wherein said herbicide is a synthetic auxin is a phenoxy carboxylic acid, 2,4-dichlorophenoxy acetic acid, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop, or mecoprop-P or ester thereof.
35. The composition as claimed in claim 16, wherein said herbicide is a synthetic auxin is 2,4-dichlorophenoxy acetic acid, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop or mecoprop-P or esters thereof.
36. The composition as claimed in claim 16, wherein said herbicide is a Arloxyphenoxy acid is diclofop fenoxaprop, fluazifop, haloxyfop, or esters thereof
37. A composition comprising of: (a) mineral or organic acids with the ability to react or associate with divalent and trivalent cat ions (hard water ions) to form associations with. (b) nonionic surfactants or poly-molecules with the ability of hydrogen bonding with acids included in group (a) combined with water soluble agricultural chemicals in an agricultural spray solution.
38 A composition as in claim 37 were the nonionic surfactant include: sugar ester type nonionic surfactants, fatty acid ester type nonionic surfactants, vegetable oil type nonionic surfactants, alcohol type nonionic surfactants, alkylphenol type nonionic surfactants, polyoxyethylene-polyoxypropylene block polymer type nonionic surfactants, bisphenol type nonionic surfactants, polyaromatic ring type nonionic surfactants, silicone type nonionic surfactants and fluorine type nonionic surfactants.
39. The composition as claimed in claim 37, wherein said acid is sulfuric acid.
40. The composition as claimed in claim 37, wherein said acid is Sodium Bisulfate
41. The composition as claimed in claim 37, wherein said acid is perchloric acid.
42. The composition as claimed in claim 37, wherein said acid is hydrobromic acid.
43. The composition as claimed in claim 37, wherein said acid is hydroiodic acid.
44. The composition as claimed in claim 37, wherein acid is hydrochloric acid.
45. The composition as claimed in claim 37, wherein said acid is muriatic acid.
46. The composition as claimed in claim 37, wherein said acid is nitric acid.
47. The composition as claimed in claim 37, wherein said agricultural chemicals are anionic herbicides, fungicides, miticides, insecticides and plant growth regulators.
48. The composition as claimed in claim 37, wherein said agricultural chemicals are natural acidic herbicides, fungicides, miticides, insecticides and plant growth regulators.
49. The composition as claimed in claim 47, wherein said herbicide is a chlorinated carboxylic acid herbicide.
50. The composition as claimed in claim 47, wherein said herbicide is glyphosate or a salt thereof.
51. The composition as claimed in claim 47, wherein said herbicide is glufosinate or a salt thereof.
52. The composition as claimed in claim 47, wherein said synthetic auxin is chloramben or dicamba or salts thereof.
53. The composition as claimed in claim 47, wherein said herbicide is a synthetic auxin is a phenoxy carboxylic acid, 2,4-dichlorophenoxy acetic acid, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop, or mecoprop-P or salts thereof.
54. The composition as claimed in claim 47, wherein said herbicide is a synthetic auxin is 2,4-dichlorophenoxy acetic acid, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop or mecoprop-P or salts thereof.
55. The composition as claimed in claim 47, wherein said herbicide is a synthetic auxin is a pyridine carboxylic acid, clopyralid, fluroxypyr, picloram or triclopyr or salts thereof.
56. The composition as claimed in claim 47, wherein said herbicide is a synthetic auxin is a quinoline carboxylic acid, quiclorac or quinmerac or salts thereof.
57 The composition as claimed in claim 47, wherein said heribicide is bentazon or salts thereof.
58. The composition as claimed in claim 47, wherein said herbicide is a benzonitrile is bromoxynil, ioxynil or salts thereof.
59. The composition as claimed in claim 47, wherein said herbicide is a imidazolinone is imazamethabenz, imazapyr, imazaquin, imazethapyr, or salts thereof.
60. The composition as claimed in claim 47, wherein said herbicide is a PPO inhibitor fluoroglycofen, fomesafen or salts thereof.
61. The composition as claimed in claim 47, wherein said herbicide is a cyclohexanedione is sethoxydim, clethodim, or salts thereof.
62. The composition as claimed in claim 48, wherein said insecticides is a orgaonophosphate is malathion, parathion, guthion, lannate and phosmet.
63. The composition as claimed in claim 48, wherein said insecticides is chloropyrifos. Dicofol and dimethoate.
64. The composition as claimed in claim 48, wherein said fungicide is captan and carzole.
65. The composition as claimed in claim 48, wherein said plant growth regulators is ethephon and Prohexadione calcium.
66. The composition as claimed in claim 48, wherein said herbicide is a Arloxyphenoxy acid is diclofop fenoxaprop, fluazifop, haloxyfop, or esters thereof
67. The composition as claimed in claim 48, wherein said herbicide is a synthetic auxin is a phenoxy carboxylic acid, 2,4-dichlorophenoxy acetic acid, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop, or mecoprop-P or esters thereof.
68. The composition as claimed in claim 48, wherein said herbicide is a synthetic auxin is 2,4-dichlorophenoxy acetic acid, 2,4,5-trichlorophenoxy acetic acid, 2,4-dichlorophenoxy butyric acid, clomeprop, dichlorprop, dichlorprop-P, monochlorophenoxy acetic acid, monochlorophenoxy butyric acid, mecoprop or mecoprop-P or esters thereof.
US10/853,781 2003-05-28 2004-05-26 Manufacture and use of agricultural spray adjuvants for hard water conditions Active US9668471B2 (en)

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US10/853,781 US9668471B2 (en) 2003-05-28 2004-05-26 Manufacture and use of agricultural spray adjuvants for hard water conditions
US15/611,936 US10104886B2 (en) 2003-05-28 2017-06-02 Manufacture and use of agricultural spray adjuvants for hard water conditions
US16/138,659 US10568319B2 (en) 2003-05-28 2018-09-21 Manufacture and use of agricultural spray adjuvants for hard water conditions
US16/796,638 US20200187495A1 (en) 2003-05-28 2020-02-20 Manufacture and Use of Agricultural Spray Adjuvants for Hard Water Conditions
US17/064,904 US11395484B2 (en) 2003-05-28 2020-10-07 Manufacture and use of agricultural spray adjuvants for hard water conditions

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090197765A1 (en) * 2008-02-05 2009-08-06 Arysta Lifescience North America, Llc Solid formulation of low melting active compound
US20100184599A1 (en) * 2001-09-26 2010-07-22 Platte Chemical Company Herbicide composition comprising herbicide compound in acid form and acidifying agent
US8536095B2 (en) 2008-07-03 2013-09-17 Monsanto Technology Llc Combinations of derivatized saccharide surfactants and etheramine oxide surfactants as herbicide adjuvants
US8809234B1 (en) * 2011-06-23 2014-08-19 AgQuam LLC Drift reduction compositions for agricultural use
US20150045224A1 (en) * 2011-06-23 2015-02-12 AgQuam LLC Drift Reduction Compositions for Agricultural Use
US20150250163A1 (en) * 2012-10-12 2015-09-10 Syngenta Participations Ag Adjuvants
US20160143279A1 (en) * 2013-06-26 2016-05-26 Basf Se Methods for Improving the Efficacy of Anionic Herbicides under Hard Water Conditions and Suitable Compositions
US9743662B2 (en) 2012-11-05 2017-08-29 Monsanto Technology Llc Auxin herbicidal mixtures
CN107251895A (en) * 2017-06-08 2017-10-17 深圳诺普信农化股份有限公司 Spray adjuvantses and its preparation and application
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US10285404B2 (en) 2013-02-27 2019-05-14 Monsanto Technology Llc Glyphosate composition for dicamba tank mixtures with improved volatility
US10334849B2 (en) 2011-10-26 2019-07-02 Monsanto Technology Llc Salts of carboxylic acid herbicides
US10499646B2 (en) 2004-03-10 2019-12-10 Monsanto Technology Llc Herbicidal compositions containing N-phosphonomethyl glycine and an auxin herbicide
US10736322B2 (en) 2012-06-04 2020-08-11 Monsanto Technology Llc Aqueous concentrated herbicidal compositions containing glyphosate salts and dicamba salts
US10743535B2 (en) 2017-08-18 2020-08-18 H&K Solutions Llc Insecticide for flight-capable pests
RU2811992C2 (en) * 2018-06-07 2024-01-22 Файн Агрокемикалс Лимитед Plant growth regulator system

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US9668471B2 (en) * 2003-05-28 2017-06-06 AgQuam LLC Manufacture and use of agricultural spray adjuvants for hard water conditions
CN111771881A (en) * 2020-07-15 2020-10-16 南京拓呗新材料科技有限公司 Special auxiliary agent for high-viscosity low-foaming dicamba aqueous solution and preparation method thereof

Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5078782A (en) * 1986-04-24 1992-01-07 Berol Nobel (Suisse) S.A. Pesticidal concentrate compositions
US5116401A (en) * 1981-11-05 1992-05-26 Union Oil Company Of California Herbicide and method with the glyphosate-urea adduct of sulfuric acid
US5389598A (en) * 1993-12-17 1995-02-14 Monsanto Company Aqueous concentrate formulations having reduced eye irritancy
US5683958A (en) * 1990-08-09 1997-11-04 Monsanto Company Surfactants mixtures
US5877112A (en) * 1997-08-27 1999-03-02 Helena Chemical Company Agricultural formulation
US6180566B1 (en) * 1993-03-09 2001-01-30 Kvk Agro A/S Herbicide preparation, a process for producing it and an activating additive for application therewith
US6369001B1 (en) * 1999-08-11 2002-04-09 Monsanto Technology, Llc Microemulsion coformulation of a graminicide and a water-soluble herbicide
US20020107149A1 (en) * 2000-12-01 2002-08-08 Greg Volgas Manufacture and use of a herbicide formulation
US20020160916A1 (en) * 2001-02-20 2002-10-31 Greg Volgas Agricultural formulation
US6541424B2 (en) * 2000-08-07 2003-04-01 Helena Chemical Company Manufacture and use of a herbicide formulation
US20030104943A1 (en) * 2000-05-19 2003-06-05 Lennon Patrick J. Novel surfactants and formulations
US20030144147A1 (en) * 2001-09-26 2003-07-31 Herold Anthony E. Herbicide compositions comprising imidazolinone acid, methods of preparation, and methods of use
US20060270557A1 (en) * 2005-05-27 2006-11-30 Helena Holding Company Herbicide formulation

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4722986A (en) 1981-11-05 1988-02-02 Union Oil Company Of California Acid catalysts and methods of use
US5411944A (en) 1981-11-05 1995-05-02 Union Oil Company Of California Glyphosate-sulfuric acid adduct herbicides and use
US5149355A (en) 1981-11-05 1992-09-22 Union Oil Company Of California Adduct compositions
KR950006289B1 (en) 1986-07-17 1995-06-13 알 앤드 시 프로덕츠 피티와이. 리미티드 Amine-acid thickening compositions
MY111437A (en) 1992-07-31 2000-05-31 Monsanto Co Improved glyphosate herbicide formulation.
US7135437B2 (en) 2000-05-19 2006-11-14 Monsanto Technology Llc Stable liquid pesticide compositions
US9668471B2 (en) 2003-05-28 2017-06-06 AgQuam LLC Manufacture and use of agricultural spray adjuvants for hard water conditions

Patent Citations (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5116401A (en) * 1981-11-05 1992-05-26 Union Oil Company Of California Herbicide and method with the glyphosate-urea adduct of sulfuric acid
US5302579A (en) * 1981-11-05 1994-04-12 Union Oil Company Of California Herbicide and method using adduct of glyphosate, sulfuric acid and chalcogen compound
US5078782A (en) * 1986-04-24 1992-01-07 Berol Nobel (Suisse) S.A. Pesticidal concentrate compositions
US5683958A (en) * 1990-08-09 1997-11-04 Monsanto Company Surfactants mixtures
US6180566B1 (en) * 1993-03-09 2001-01-30 Kvk Agro A/S Herbicide preparation, a process for producing it and an activating additive for application therewith
US5389598A (en) * 1993-12-17 1995-02-14 Monsanto Company Aqueous concentrate formulations having reduced eye irritancy
US5877112A (en) * 1997-08-27 1999-03-02 Helena Chemical Company Agricultural formulation
US6369001B1 (en) * 1999-08-11 2002-04-09 Monsanto Technology, Llc Microemulsion coformulation of a graminicide and a water-soluble herbicide
US20030104943A1 (en) * 2000-05-19 2003-06-05 Lennon Patrick J. Novel surfactants and formulations
US6541424B2 (en) * 2000-08-07 2003-04-01 Helena Chemical Company Manufacture and use of a herbicide formulation
US20020107149A1 (en) * 2000-12-01 2002-08-08 Greg Volgas Manufacture and use of a herbicide formulation
US20040167032A1 (en) * 2000-12-01 2004-08-26 Greg Volgas Manufacture and use of a herbicide formulation
US20020160916A1 (en) * 2001-02-20 2002-10-31 Greg Volgas Agricultural formulation
US20030144147A1 (en) * 2001-09-26 2003-07-31 Herold Anthony E. Herbicide compositions comprising imidazolinone acid, methods of preparation, and methods of use
US20030153462A1 (en) * 2001-09-26 2003-08-14 Herold Anthony E. Herbicide compositions comprising suspension concentrate with glyphosate acid, methods of preparation, and methods of use
US20030153461A1 (en) * 2001-09-26 2003-08-14 Parrish Scott K. Herbicide composition comprising herbicide compound in acid form and acidifying agent
US20040127364A1 (en) * 2001-09-26 2004-07-01 Herold Anthony E. Herbicide compositions comprising imidazolinone acid, methods of preparation, and methods of use
US20030148889A1 (en) * 2001-09-26 2003-08-07 Herold Anthony E. Herbicide microemulsion-forming-concentrates, microemulsions, and methods
US6803345B2 (en) * 2001-09-26 2004-10-12 Platte Chemical Co. Herbicide microemulsion-forming-concentrates, microemulsions, and methods
US6906004B2 (en) * 2001-09-26 2005-06-14 Platte Chemical Co. Herbicide composition comprising herbicide compound in acid form and acidifying agent
US20050170967A1 (en) * 2001-09-26 2005-08-04 Parrish Scott K. Herbicide composition comprising herbicide compound in acid form and acidifying agent
US7094735B2 (en) * 2001-09-26 2006-08-22 Platte Chemical Co. Herbicide microemulsion-forming-concentrates, microemulsions, and methods
US20060205601A1 (en) * 2001-09-26 2006-09-14 Herold Anthony E Herbicide microemulsion-forming-concentrates, microemulsions, and methods
US20060270557A1 (en) * 2005-05-27 2006-11-30 Helena Holding Company Herbicide formulation

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
BSCS Biology. 2002 Rutgers University Press; 22.17: 1 page *
SAG 10 [online] retrieved on 5/16/16 from: http://www.hazard.com/msds/f2/bxn/bxndk.html; 3 pages. *
Thomas, A. 2000. Fats and Fatty Oils. Ullmann's Encyclopedia of Industrial Chemistry. 72 pages. *
Williams et al. (Regulatory Toxicology and Pharmacology 2000, 31, 117-165) *

Cited By (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100184599A1 (en) * 2001-09-26 2010-07-22 Platte Chemical Company Herbicide composition comprising herbicide compound in acid form and acidifying agent
US8759256B2 (en) 2001-09-26 2014-06-24 Platte Chemical Company Herbicide composition comprising herbicide compound in acid form and acidifying agent
US9237746B2 (en) 2001-09-26 2016-01-19 Platte Chemical Co. Herbicide composition comprising herbicide compound in acid form
US11864558B2 (en) 2004-03-10 2024-01-09 Monsanto Technology Llc Herbicidal compositions containing N-phosphonomethyl glycine and an auxin herbicide
US10499646B2 (en) 2004-03-10 2019-12-10 Monsanto Technology Llc Herbicidal compositions containing N-phosphonomethyl glycine and an auxin herbicide
US20090197765A1 (en) * 2008-02-05 2009-08-06 Arysta Lifescience North America, Llc Solid formulation of low melting active compound
US9351486B2 (en) 2008-07-03 2016-05-31 Monsanto Technology Llc Combinations of derivatized saccharide surfactants and etheramine oxide surfactants as herbicide adjuvants
US8536095B2 (en) 2008-07-03 2013-09-17 Monsanto Technology Llc Combinations of derivatized saccharide surfactants and etheramine oxide surfactants as herbicide adjuvants
US9854795B2 (en) * 2011-06-23 2018-01-02 AgQuam LLC Drift reduction compositions for agricultural use
US8809234B1 (en) * 2011-06-23 2014-08-19 AgQuam LLC Drift reduction compositions for agricultural use
US20150045224A1 (en) * 2011-06-23 2015-02-12 AgQuam LLC Drift Reduction Compositions for Agricultural Use
US10334849B2 (en) 2011-10-26 2019-07-02 Monsanto Technology Llc Salts of carboxylic acid herbicides
US10736322B2 (en) 2012-06-04 2020-08-11 Monsanto Technology Llc Aqueous concentrated herbicidal compositions containing glyphosate salts and dicamba salts
US9456599B2 (en) * 2012-10-12 2016-10-04 Syngenta Limited Adjuvants
US20150250163A1 (en) * 2012-10-12 2015-09-10 Syngenta Participations Ag Adjuvants
US10485232B2 (en) 2012-11-05 2019-11-26 Monsanto Technology Llc Auxin herbicidal mixtures
US9743662B2 (en) 2012-11-05 2017-08-29 Monsanto Technology Llc Auxin herbicidal mixtures
US11452290B2 (en) 2012-11-05 2022-09-27 Monsanto Technology Llc Auxin herbicidal mixtures
US11399544B2 (en) 2013-02-27 2022-08-02 Monsanto Technology Llc Glyphosate composition for dicamba tank mixtures with improved volatility
US10285404B2 (en) 2013-02-27 2019-05-14 Monsanto Technology Llc Glyphosate composition for dicamba tank mixtures with improved volatility
US20160143279A1 (en) * 2013-06-26 2016-05-26 Basf Se Methods for Improving the Efficacy of Anionic Herbicides under Hard Water Conditions and Suitable Compositions
EP3471540A4 (en) * 2016-06-20 2020-01-29 Agquam LLC Methods for managing herbicide vaporization
AU2017280009B2 (en) * 2016-06-20 2020-07-30 AgQuam LLC Methods for managing herbicide vaporization
WO2017222992A1 (en) * 2016-06-20 2017-12-28 AgQuam LLC Methods for managing herbicide vaporization
US20230255201A1 (en) * 2016-06-20 2023-08-17 Agquam R&D, Llc Methods for managing herbicide vaporization
CN109963466A (en) * 2016-06-20 2019-07-02 阿格夸姆公司 The method for managing herbicide evaporation
CN107251895A (en) * 2017-06-08 2017-10-17 深圳诺普信农化股份有限公司 Spray adjuvantses and its preparation and application
US10743535B2 (en) 2017-08-18 2020-08-18 H&K Solutions Llc Insecticide for flight-capable pests
CN108094426A (en) * 2017-12-01 2018-06-01 陕西日日新生物科技有限公司 A kind of plant source type pesticide synergistic agent and preparation method thereof
RU2811992C2 (en) * 2018-06-07 2024-01-22 Файн Агрокемикалс Лимитед Plant growth regulator system

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